BR0012651A - Processes for preparing 2-aminomethyl-4-cyanothiazole and its salts, for preparing the compound, and, compound - Google Patents
Processes for preparing 2-aminomethyl-4-cyanothiazole and its salts, for preparing the compound, and, compoundInfo
- Publication number
- BR0012651A BR0012651A BR0012651-9A BR0012651A BR0012651A BR 0012651 A BR0012651 A BR 0012651A BR 0012651 A BR0012651 A BR 0012651A BR 0012651 A BR0012651 A BR 0012651A
- Authority
- BR
- Brazil
- Prior art keywords
- compound
- preparing
- aminomethyl
- salts
- cyanothiazole
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
"PROCESSOS PARA PREPARAR 2-AMINOMETIL-4-CIANOTIAZOL E SEUS SAIS, PARA PREPARAR O COMPOSTO, E, COMPOSTO". A presente invenção refere-se a um processo para produzir 2-aminometil-4-cianotiazol e seus sais de fórmulas gerais (Ia) e (Ib) (Ia) (Ib) nas quais n é 1 ou 2; quando n for 1, então X será cloreto, brometo, triflato e hidrogeno sulfato; e quando n for 2, então X será sulfato. O processo envolve a agitação de tioamida de fórmula (IV) com um éster de ácido bromo-pirúvico de fórmula (V) na qual R^ 1^ é uma C~ 1-4~-aquila linear ou ramificada, em um álcool R^ 2^OH, no qual R^ 2^ é C~ 1-8~-alquila linear ou ramificada, HO-CH~ 2~-CH~ 2~-, HO-CH~ 2~-CH~ 2~-CH~ 2~- ou C~ 1-4~-alquil-O-CH~ 2~-CH~ 2~-. O citado processo de agitação é realizado em uma temperatura de -5<198>C a 40<198>C até que a reação da tioamida de fórmula (IV) esteja praticamente completa. Esta invenção também se refere aos compostos de fórmulas (Ia) e (Ib)."PROCESSES TO PREPARE 2-AMINOMETHYL-4-CYANOTIAZOL AND ITS SALTS, TO PREPARE THE COMPOUND, AND, COMPOUND". The present invention relates to a process for producing 2-aminomethyl-4-cyanothiazole and its salts of general formulas (Ia) and (Ib) (Ia) (Ib) in which n is 1 or 2; when n is 1, then X is chloride, bromide, triflate and hydrogen sulfate; and when n is 2, then X is sulfate. The process involves stirring the thioamide of formula (IV) with a bromo-pyruvic acid ester of formula (V) in which R ^ 1 ^ is a linear or branched C ~ 1-4 ~ -alkyl in an R ^ alcohol 2 ^ OH, in which R ^ 2 ^ is straight or branched C ~ 1-8 ~ -alkyl, HO-CH ~ 2 ~ -CH ~ 2 ~ -, HO-CH ~ 2 ~ -CH ~ 2 ~ -CH ~ 2 ~ - or C ~ 1-4 ~ -alkyl-O-CH ~ 2 ~ -CH ~ 2 ~ -. The said stirring process is carried out at a temperature of -5 <198> C to 40 <198> C until the reaction of the thioamide of formula (IV) is practically complete. This invention also relates to the compounds of formulas (Ia) and (Ib).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19933861A DE19933861A1 (en) | 1999-07-23 | 1999-07-23 | New 2-aminomethyl-4-cyanothiazole, prepared from thioamide and bromopyruvate ester, used as intermediate for serine protease inhibitors, e.g. thrombin inhibitors |
| PCT/EP2000/006562 WO2001007425A1 (en) | 1999-07-23 | 2000-07-11 | Method for producing 2-aminomethyl-4-cyano-thiazol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR0012651A true BR0012651A (en) | 2002-04-09 |
Family
ID=7915334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR0012651-9A BR0012651A (en) | 1999-07-23 | 2000-07-11 | Processes for preparing 2-aminomethyl-4-cyanothiazole and its salts, for preparing the compound, and, compound |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6642388B1 (en) |
| EP (1) | EP1196401A1 (en) |
| JP (2) | JP4027092B2 (en) |
| KR (1) | KR20020022781A (en) |
| CN (1) | CN1364163A (en) |
| AU (1) | AU6157900A (en) |
| BG (1) | BG106333A (en) |
| BR (1) | BR0012651A (en) |
| CA (1) | CA2380084C (en) |
| DE (1) | DE19933861A1 (en) |
| HK (1) | HK1048470A1 (en) |
| HU (1) | HUP0202109A2 (en) |
| IL (1) | IL147769A0 (en) |
| MX (1) | MXPA02000716A (en) |
| NO (1) | NO20020327L (en) |
| PL (1) | PL355110A1 (en) |
| SK (1) | SK1052002A3 (en) |
| TR (1) | TR200200183T2 (en) |
| WO (1) | WO2001007425A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19934066A1 (en) * | 1999-07-23 | 2001-01-25 | Basf Ag | New 2-aminomethyl-4-cyanothiazole, prepared from N-(tert. butoxycarbonyl)-aminoacetonitrile and cysteine ester, used as intermediate for serine protease inhibitors, e.g. thrombin inhibitors |
| JP7148792B2 (en) | 2018-09-27 | 2022-10-06 | 日亜化学工業株式会社 | METAL MATERIAL FOR OPTO-SEMICONDUCTOR DEVICE, MANUFACTURING METHOD THEREOF, AND OPTO-SEMICONDUCTOR DEVICE USING THE SAME |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19632773A1 (en) | 1996-08-14 | 1998-02-19 | Basf Ag | New thrombin inhibitors |
| SI0928790T1 (en) * | 1998-01-02 | 2003-06-30 | F. Hoffmann-La Roche Ag | Thiazole derivatives |
| KR20000047461A (en) | 1998-12-29 | 2000-07-25 | 성재갑 | Thrombin inhibitors |
| DE19934066A1 (en) * | 1999-07-23 | 2001-01-25 | Basf Ag | New 2-aminomethyl-4-cyanothiazole, prepared from N-(tert. butoxycarbonyl)-aminoacetonitrile and cysteine ester, used as intermediate for serine protease inhibitors, e.g. thrombin inhibitors |
-
1999
- 1999-07-23 DE DE19933861A patent/DE19933861A1/en not_active Withdrawn
-
2000
- 2000-07-11 KR KR1020027000959A patent/KR20020022781A/en not_active Application Discontinuation
- 2000-07-11 PL PL00355110A patent/PL355110A1/en not_active Application Discontinuation
- 2000-07-11 TR TR2002/00183T patent/TR200200183T2/en unknown
- 2000-07-11 CN CN00810618A patent/CN1364163A/en active Pending
- 2000-07-11 CA CA002380084A patent/CA2380084C/en not_active Expired - Fee Related
- 2000-07-11 JP JP2001512510A patent/JP4027092B2/en not_active Expired - Fee Related
- 2000-07-11 BR BR0012651-9A patent/BR0012651A/en not_active IP Right Cessation
- 2000-07-11 IL IL14776900A patent/IL147769A0/en unknown
- 2000-07-11 AU AU61579/00A patent/AU6157900A/en not_active Abandoned
- 2000-07-11 US US10/031,700 patent/US6642388B1/en not_active Expired - Lifetime
- 2000-07-11 WO PCT/EP2000/006562 patent/WO2001007425A1/en not_active Application Discontinuation
- 2000-07-11 HU HU0202109A patent/HUP0202109A2/en unknown
- 2000-07-11 MX MXPA02000716A patent/MXPA02000716A/en active IP Right Grant
- 2000-07-11 SK SK105-2002A patent/SK1052002A3/en not_active Application Discontinuation
- 2000-07-11 EP EP00947968A patent/EP1196401A1/en not_active Withdrawn
-
2002
- 2002-01-21 BG BG106333A patent/BG106333A/en unknown
- 2002-01-22 NO NO20020327A patent/NO20020327L/en not_active Application Discontinuation
-
2003
- 2003-01-02 HK HK03100004.1A patent/HK1048470A1/en unknown
-
2006
- 2006-05-08 JP JP2006129116A patent/JP2006219498A/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JP4027092B2 (en) | 2007-12-26 |
| CN1364163A (en) | 2002-08-14 |
| CA2380084C (en) | 2007-01-09 |
| CA2380084A1 (en) | 2001-02-01 |
| US6642388B1 (en) | 2003-11-04 |
| MXPA02000716A (en) | 2002-07-22 |
| DE19933861A1 (en) | 2001-01-25 |
| IL147769A0 (en) | 2002-08-14 |
| PL355110A1 (en) | 2004-04-05 |
| WO2001007425A1 (en) | 2001-02-01 |
| EP1196401A1 (en) | 2002-04-17 |
| TR200200183T2 (en) | 2002-08-21 |
| JP2006219498A (en) | 2006-08-24 |
| BG106333A (en) | 2002-08-30 |
| SK1052002A3 (en) | 2002-07-02 |
| JP2003505454A (en) | 2003-02-12 |
| NO20020327L (en) | 2002-03-21 |
| AU6157900A (en) | 2001-02-13 |
| HUP0202109A2 (en) | 2002-09-28 |
| HK1048470A1 (en) | 2003-04-04 |
| KR20020022781A (en) | 2002-03-27 |
| NO20020327D0 (en) | 2002-01-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 3A, 4A, 5A, 6A E 7A ANUIDADES. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 1927 DE 11/12/2007. |